4-Bromobenzaldehyde → 4-(1,3-Thiazol-2-yl)benzaldehyde

HRID 10622

Reaction equation

Br[C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.[S:10]1[CH:14]=[CH:13][N:12]=[C:11]1B(O)O>>[S:10]1[CH:14]=[CH:13][N:12]=[C:11]1[C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 707414-Bromobenzaldehyde

HCID 21981052Thiazol-2-ylboronic acid

Product 1

HCID 105356554-(1,3-Thiazol-2-yl)benzaldehydeYield 82%

Procedure

Ex-5A: 4-Thiazol-2-yl-benzaldehyde was prepared from 4-bromobenzaldehyde and thiazole-2-boronic acid in a similar manner as described in Ex-3A, 82% yield. 1H-NMR (CDCl3) δ 10.07 (s, 1H), 8.15 (d, J=8 Hz, 2H), 7.95–7.98 (m, 3H), 7.45 (d, J=3 Hz, 1H). HMRS (EI) calcd. for C10H7NOS: 189.0248; found: 189.0242.

Sources & evidence

ORD record: ord-910e529f4bf849c9af867aee4fa5dbc9
Source dataset: uspto-grants-2006_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07094801B2

Linked notes

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